Di-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)benzyl]-D-glutamate → (4R)-4-[4-(3-Fluoropropoxy)benzyl]-D-glutamic acid

HRID 591295노트

반응식

HRID 591295 반응식
C(OC([NH:8][C@@H:9]([C:31]([O:33]C(C)(C)C)=[O:32])[CH2:10][C@@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][F:30])=[CH:22][CH:21]=1)[C:12]([O:14]C(C)(C)C)=[O:13])=O)(C)(C)C>FC(F)(F)C(O)=O>[F:30][CH2:29][CH2:28][CH2:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][C@@H:11]([C:12]([OH:14])=[O:13])[CH2:10][C@H:9]([C:31]([OH:33])=[O:32])[NH2:8])=[CH:21][CH:22]=1

참가 물질

3

반응물 1

HCID 70674428Di-tert-butyl (4R)-N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)benzyl]-D-glutamate

생성물 1

HCID 70673992(4R)-4-[4-(3-Fluoropropoxy)benzyl]-D-glutamic acid

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

60 mg (0.11 mmol) of di-tert-butyl (4R)—N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropoxy)-benzyl]-D-glutamate were taken up in 3 mL of trifluoro acetic acid and stirred overnight at room temperature. The excess of trifluoro acetic acid was evaporated and the residue was taken up three times in tetrahydrofuran and then evaporated. The resulting oil was chromatographed on C-18 reversed phase silica gel using a water/acetonitrile gradient, the appropriate fractions were combined and concentrated.

후처리

  1. customThe excess of trifluoro acetic acid was evaporated
  2. customevaporated
  3. customThe resulting oil was chromatographed on C-18
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d0103b904c3549ee8b1831d5344eb722
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238631B2

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